Sometimes you want to throw on a jacket to look cool instead of dressy. Easy and unstructured, this one can even be worn with shorts. Provided you have the right pair of shorts (see slide six).

Gray lightweight hoodie

This isn’t some bulky piece of Rocky Balboa workout gear. You can layer it with a sport coat or you can wear it on its own for a look that says you’re ready to go out—not ready to charge up a flight of museum steps.